Title: AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND Vacation home in Shelter Island with fireplace ## Photo gallery for AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND ![Beach - AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND (Shelter Island)](https://images.trvl-media.com/lodging/114000000/113250000/113245200/113245170/77931adc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining - AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND (Shelter Island)](https://images.trvl-media.com/lodging/114000000/113250000/113245200/113245170/d0df30f8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND (Shelter Island)](https://images.trvl-media.com/lodging/114000000/113250000/113245200/113245170/e3bb69ca.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND (Shelter Island)](https://images.trvl-media.com/lodging/114000000/113250000/113245200/113245170/ea07f2d8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fireplace - AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND (Shelter Island)](https://images.trvl-media.com/lodging/114000000/113250000/113245200/113245170/782f0b8b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND provides laundry facilities and more. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 4 bedrooms3 bathrooms ## Popular amenities - Washer - Dryer - Air conditioning - Parking available - Barbecue grill - Fireplace ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND Discover the beauty of Shelter Island from this Award winning, Architect owned and designed, 4-bedroom estate. Whether you're lounging by the fireplace in the cozy clearstory living room or enjoying the fresh air on the spacious iconic wrap around porch, this property is perfect for a relaxing carefree summer getaway. The First floor encompasses an open floor plan seamlessly connecting kitchen, dining, living room and cozy den spaces as well as a private master suite. Second floor has 3 additional bedrooms and bathroom with access to an exterior observation deck perfect for bird watching with an early morning coffee. Guests will also have access and use of the first floor to the accessory 2 car garage structure on the property. This Property is located within a prominent Hamptons style estate area of the Island and within walking distance to multiple beaches. Bicycles, kayaks and paddle boards can be rented on island if so desired. And don't forget to "take a hike" at the Mashomack Preserve, with over 2000 acres of interlacing tidal creeks, woodlands and freshwater marshes, it is not to be missed. We hope you'll enjoy your stay at our estate. Nearby Beaches: Shell Beach, Crescent Beach (Sunset Beach), Crab Creek Beach, Bootleggers Alley Beach. Nearby Grocery Stores: IGA Nearby Restaurants and Bars: Dan Brock's Barbecue at Ellie's country store excellent sides and puddings in mason jars. Marie Eiffel- in the Heights a wonderful great take-out food. Ram's Head Inn- always special even just for cocktails on the beautiful lawn in Adirondack chairs. Kyles- fantastic homemade jelly and cinnamon doughnuts croissants and cakes. Commander Cody's- great fish store, and fabulous barbecue- pan fried chicken, and take out fish. Vine Street Cafe- excellent food, five stars. Maria's kitchen- great take out Mexican- great homemade chips and guac. Shelter island slice for pizza. Chequit- in town. Salt Leon 1909 ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Food and drink - Coffee/tea maker - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Bathtub or shower - Hair dryer - Soap - Toilet paper - Towels provided ### Living spaces - Fireplace ### Outdoor areas - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/a98a011f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly Silver Beach - Pool - Kitchen - Washer - Dryer 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=76420400&PinnedHotelID=76420400&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=113245170&PinnedHotelID=113245170&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=113245170,76420400) ## Policies ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Shelter Island is home to this vacation home. East End Seaport Maritime Museum and Havens House are cultural highlights, and some of the area's landmarks include Greenport Carousel and Camera Obscura. Shelter Island Whale's Tail and Railroad Museum of Long Island are also worth visiting. [Visit our Shelter Island travel guide](https://www.expedia.ca/Shelter-Island.dx157359) [View more Vacation homes in Shelter Island](https://www.expedia.ca/Shelter-Island-Private-Vacation-Homes.d157359-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.06150%2C-72.37174&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=891-2guht4c-EYki8QRXRJ_Sg08=) Shelter Island, NY ### What's nearby - ![0_747774](https://images.trvl-media.com/place/553248635976496850/d01ce793-c89c-46d8-aa7f-c32914f2009c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) The Hamptons Beaches 13 min drive \- 8.0 km - ![Cooper\'s Beach showing a sandy beach and general coastal views](https://images.trvl-media.com/place/6326842/eb826705-7aa2-4648-9064-660387af3569.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cooper's Beach 43 min drive \- 36.9 km - ![Montauk Point](https://images.trvl-media.com/place/6173408/0ced5e52-1faa-4796-a82d-7f9e4a3c4228.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Montauk Point 60 min drive \- 65.0 km - Crescent Beach 19 min walk \- 1.6 km - Sunset Beach 2 min drive \- 1.8 km ### Getting around - Greenport Station 28 min drive - East Hampton, NY (HTO) 48 min drive ### Restaurants - Vine Street Cafe 8 min drive - Sunset Beach Restaurant 2 min drive - Opties & Dinghies 5 min drive - Pridwin Hotel 12 min walk - Waypoint 31 min drive ## Frequently asked questions ### Is AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND pet-friendly? ### How much is parking? ### Where is AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## AIA AWARD WINNING COUNTRY ESTATE IN TRANQUIL SHELTER ISLAND Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### jon b. Nov 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### jon b. 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